C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/235.01
C07D 257/04 (2006.01) C07C 405/00 (2006.01) C07D 307/935 (2006.01) C07D 307/937 (2006.01) C07D 311/94 (2006.01)
Patent
CA 1198416
Abstract of the Disclosure The invention is bicyclic prostagiandi.ns of formula I Image (I) tI) wherein R is a substituent chosen from the following: a) -COOR' wherein R' is hydrogen or C1 - C6 alkyl; b) -CH2OH; c) Image in which the R" groups, whether the same or different, are C1 - C6 alkyl or phenyl; d) Image , in which Ra and Rb are independently chosen from hydrogen, C1 - C6 alkyl, C2 - C6 alkanoyl and phenyl; d) Image f) -C=N; p is zero or an integer between 1 and 7; q is 1 or 2; R1 is hydrogen, hydroxy, C1 - C6 alkoxy, aryl-C1 - C6 alkoxy, acyloxy Y is chosen from the group: -CH2-CH2-- -C=C-, Image (cis), Image (trans) where Z1 is hydrogen or halogen; R2 is hydrogen, C1 - C6 alkyl, C2 - C6 alkenyl, C2 - C6 alkynyl, aryl; R5 is hydrogen, C1 - C6 alkyl, aryl-C1 - C6 alkyl; n1 and n2, whether the same or different, are zero or an integer between 1 and 6; R3 and R4, whether the same or different, may be hydrogen, C1 - C6 alkyl or fluorine, or may form a -C- or -C- group with a carbon atom to which they are bound CH2 CH2-CH2 X is chosen from -O-, -S- and -(CH2)m wherein m is zero or 1; R6 is a substituent chosen from a') hydrogen, b') C1 - C4 alkyl; c') a cycloaliphatic radical, optionally substituted with one or more C1 - C6 alkyl and C1 - C6 alkoxy groups; d') an aryl group optionally substituted with one or more halogen, C1 - C6 alkyl, halo-C1 - C6 alkyl or C1 - C6 alkoxy; e') a saturated or unsaturated heterocyclic radical optionally substituted with one or more halogen, C1 - C6 alkyl, C1 - C6 alkoxy, or halo-C1 - C6 alkyl, and a pharmaceutically or veterinarily acceptable salt thereof, which process comprises dehydrohalogenating a compound of formula(II) (II) Image wherein R, P q, R1, Y, R2, R5, n1, R3, R4, X, n2 and R6 are as defined above and Z2 is a halogen atom, and, if required, converting a compound of formula (I) into another compound of formula (I), or, if required, transforming a compound of formula (I) into a pharmaceutically or veterinarily acceptable salt or, if required) resolving a mixture of isomers into the single isomers. The compounds display the ability to inhibit platelet aggregation, to dissolve clots and to cause the coronary vessels to dilate.
316849
Andreoni Alessandro
Ceserani Roberto
Faustini Franco
Fumagalli Angelo
Gandolfi Carmelo
Fetherstonhaugh & Co.
Formitalia Carbo Erba S.p.a.
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